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Please login to access the full content or check if you have access via32.5.3.1.4.3 Method 3: Reductive Coupling of Ketones with Esters in the Presence of Titanium Complexes (The McMurry Coupling)
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DOI:
10.1055/sos-SD-032-00627
Milata, V.; Rádl, S.; Voltrová, S., Science of Synthesis, (2008) 32, 661.
In the McMurry reaction, a carbonyl compound is coupled in the presence of titanium compounds and a reducing agent to form an alkene. A similar intramolecular McMurry coupling of oxo esters is regarded as a formal intramolecular alkenation reaction. The McMurry reaction is useful for the preparation of furans[189] and benzofurans,[190,191] but the intermolecular mixed McMurry-type coupling reaction of a ketone with an ester is generally inefficient, giving mainly the coupled ketone, with only low yields of the required mixed product.
References
[189] | Müeeeeee, M.; Meeeee, M. M.; Meeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[190] | Müeeeeee, M.; Meeeeeee, M.; Meeee, M., M. Mee. Meee., (8888) 88, 8888. |
[191] | Müeeeeee, M.; Meeeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
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- 8.Meeeee-Meee, (8888) M 88-8, 888.